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    Tailwinds

    4.5 (13 reviews)
    Closed 4:00 pm - 10:00 PM

    Tailwinds Photos

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    Chilaquiles, fresh fruit, coffee
    Tim K.

    Breakfast -- excellent service, good ambiance in a large open space. The chilaquiles, fresh fruit, coffee were perfect all the way around.

    Tomato bisque
    Jill S.

    The happy hour is a steal! I had cheese curds with my soup and as someone who has lived in Wisconsin for more than half of my life I've had my share of curds. These are the best cheese curds in Madison and maybe all of Wisconsin. Bold statement. But I stand by it.

    Buffalo Wings
    Allison G.

    We are regulars at a hotel bar...and honestly we're okay with that. You can't beat the service or happy hour prices! Happy hour is from 4-6 pm and they have a huge menu! My husband and I consistently come here for the $5 apps, and drink specials. This time around we got the curds and buffalo wings...so good!!! Our bartender, Austin's, was attentive, friendly, and had great recommendations! Every bartender so far has been absolutely phenomenal ! We will continue to comeback largely due to the service and happy hour prices. I said it in my last review, but the atmosphere is awesome! It's well decorated, spacious, modern, and welcoming. I love all the plane decor to go along with the Tailwinds theme! The tv situation is also fantastic! They have several big TVs at the bars which makes it a great place to watch games. We are currently re-watching the Bucks win the NBA finals. BUCKS IN SIX!!! Definitely visit here! You won't regret it. :)

    Smothered chicken

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    3 months ago

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    Tip Top Tavern

    Tip Top Tavern

    4.1
    (195 reviews)
    2.5 mi
    $$

    Classic tavern vibe with upscale food! Came and sat at the bar and had a wonderful burger and ice…read morecold miller light. Service was quick and kind! I'll definitely come back!

    I really liked the music (The Killers) and vibe on the bar side when we stopped in around 8 pm on a…read moreFriday night recently. We had a blast playing with a baby at the bar and my Coke was great. From the bar we entered the dining area- just past the bar- and since there was no one there to sit us we just sat down. We joined a table of friends who were finishing their meal, as there were open chairs at their table which was next to an open table for two. The waitress came over. We said "hi" and asked to place our dinner order, start a separate check so our friends could cash out. We offered to move to the nearby separate table for two, as this sounded upsetting to the staffer as she said she was getting off and couldn't take our order. We said that was fine and she could send over another staffer, we wanted to make things easy. But she just left, and was clearly angry at us. Eventually someone else came to take our order. Took quite a while to get the food and drinks, but they were good, especially the french fries. But then we were told we could not pay for our order, as it had been added to our friends' tab and they had unknowingly already paid for us when they cashed out. It was weird. We are sorry to have upset the waitress, but not sure what we could have done differently, as there was no one there to seat us and we thought we could sit at an open table or join our friends. Neither seemed to work for her that night. I would return for another visit. I like the neighborhood feel and free street parking.

    Photos
    Bar back
    Bar back
    Plain Jane grilled cheese with Onion Rings
    Plain Jane grilled cheese with Onion Rings
    Tip Top Tavern

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    Tailwinds - beerbar - Updated August 2026

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